4-Methylsulfanyl-2-nitro-benzoic acid methyl ester → Methyl 2-amino-4-(methylthio)benzoate

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Reaction Steps

A mixture of methyl 4-(methylthio)-2-nitrobenzoate (11.3 g, 49.7 mmol) and 5% platinum sulfide on carbon catalyst (0.7 g) in methyl acetate (40 mL) was hydrogenated at 750 psi and 75° C. until hydrogen uptake ceased. The mixture was filtered through Celite®, and the filtrate solvent was rotary evaporated, leaving methyl 2-amino-4-(methylthio)benzoate as a slightly tan crystalline solid (8.7 g melting at 57°-59° C.

Provenance & Evidence